Top Realtors and Real Estate Agents in Oconomowoc, WI

    Rankings based on verified MLS transaction data. Last updated July 2026. No pay-to-play.

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    Mike Herro profile picture
    BadgeTop Agent

    (3)

    Mike Herro

    Oconomowoc Realty

    34 Years of experience

    12+ Sales in the last 12 months

    Top 0.44%

    in Oconomowoc, WI

    $44.4M

    All-Time Sales

    $190K - $3.3M

    Price Range

    Jennie Castillo profile picture
    BadgeTop Agent

    (28)

    Jennie Castillo

    Coldwell Banker Elite

    25 Years of experience

    25+ Sales in the last 12 months

    Top 0.66%

    in Oconomowoc, WI

    $170.9M

    All-Time Sales

    $310K - $12.5M

    Price Range

    7%

    Negotiated Off List

    Leah Thorp profile picture
    BadgeTop Agent

    (35)

    Leah Thorp

    Coldwell Banker Elite

    14 Years of experience

    68+ Sales in the last 12 months

    Top 1.54%

    in Oconomowoc, WI

    $132.4M

    All-Time Sales

    $260K - $1.3M

    Price Range

    Tony McClintock profile picture
    BadgeTop Agent

    (9)

    Tony McClintock

    Shorewest Realtors

    14 Years of experience

    37+ Sales in the last 12 months

    Top 1.76%

    in Oconomowoc, WI

    $115.9M

    All-Time Sales

    $250K - $1.9M

    Price Range

    6%

    Negotiated Off List

    Laura Flood profile picture
    BadgeTop Agent

    (86)

    Laura Flood

    eXp Realty

    31 Years of experience

    45+ Sales in the last 12 months

    Top 5.05%

    in Oconomowoc, WI

    $208.8M

    All-Time Sales

    $190K - $2.6M

    Price Range

    6%

    Negotiated Off List

    Suzy Osum profile picture
    BadgeTop Agent

    (11)

    Suzy Osum

    Shorewest Realtors

    34 Years of experience

    20+ Sales in the last 12 months

    Top 5.27%

    in Oconomowoc, WI

    $158.1M

    All-Time Sales

    $230K - $2.1M

    Price Range

    3%

    Negotiated Off List

    Rob Erdmann profile picture
    BadgeTop Agent

    (18)

    Rob Erdmann

    Exit Realty Results

    12 Years of experience

    26+ Sales in the last 12 months

    Top 5.93%

    in Oconomowoc, WI

    $107.3M

    All-Time Sales

    $220K - $1.9M

    Price Range

    6%

    Negotiated Off List

    Erika Blend profile picture
    BadgeTop Agent

    (57)

    Erika Blend

    Coldwell Banker

    8 Years of experience

    46+ Sales in the last 12 months

    Top 6.15%

    in Oconomowoc, WI

    $130.7M

    All-Time Sales

    $250K - $1.1M

    Price Range

    4%

    Negotiated Off List

    Dave Birkle profile picture
    BadgeTop Agent

    (2)

    Dave Birkle

    RE/MAX Realty Pros

    42 Years of experience

    86+ Sales in the last 12 months

    Top 7.03%

    in Oconomowoc, WI

    $317.6M

    All-Time Sales

    $190K - $2.5M

    Price Range

    6%

    Negotiated Off List

    Jennifer Stauter profile picture
    BadgeTop Agent

    (1427)

    Jennifer Stauter

    HomeTeam4u - Stark Company

    28 Years of experience

    723+ Sales in the last 12 months

    Top 8.57%

    in Oconomowoc, WI

    $1.63B

    All-Time Sales

    $220K - $2M

    Price Range

    5%

    Negotiated Off List

    Chris Slinker profile picture
    BadgeTop Agent

    (96)

    Chris Slinker

    Berkshire Hathaway Home Services Metro Realty

    19 Years of experience

    178+ Sales in the last 12 months

    Top 10.33%

    in Oconomowoc, WI

    $457.4M

    All-Time Sales

    $160K - $2.4M

    Price Range

    7%

    Negotiated Off List

    Carolyn Fox profile picture
    BadgeTop Agent

    (29)

    Carolyn Fox

    NextHome Success

    35 Years of experience

    31+ Sales in the last 12 months

    Top 10.99%

    in Oconomowoc, WI

    $87.6M

    All-Time Sales

    $160K - $1.8M

    Price Range

    Aaron Weber profile picture
    BadgeTop Agent

    (356)

    Aaron Weber

    Compass

    15 Years of experience

    359+ Sales in the last 12 months

    Top 14.51%

    in Oconomowoc, WI

    $672.5M

    All-Time Sales

    $280K - $2.8M

    Price Range

    5%

    Negotiated Off List

    Kevin Nash profile picture
    BadgeTop Agent

    Reviews not yet available

    Kevin Nash

    Shorewest Realtors

    28 Years of experience

    5+ Sales in the last 12 months

    Top 14.51%

    in Oconomowoc, WI

    $19.6M

    All-Time Sales

    $280K - $1.4M

    Price Range

    Joseph Singsheim profile picture
    BadgeTop Agent

    (32)

    Joseph Singsheim

    Reliance Real Estate Team of Keller Williams Realty

    15 Years of experience

    32+ Sales in the last 12 months

    Top 14.95%

    in Oconomowoc, WI

    $60.4M

    All-Time Sales

    $230K - $1.3M

    Price Range

    Chris Alexander profile picture
    BadgeTop Agent

    (2)

    Chris Alexander

    NextHome Midwest

    10 Years of experience

    11+ Sales in the last 12 months

    $57.4M

    All-Time Sales

    $210K - $1M

    Price Range

    219

    Total Number Of Homes Sold

    Grace Foelker profile picture
    BadgeTop Agent

    (11)

    Grace Foelker

    Fort Real Estate Company LLC

    9 Years of experience

    36+ Sales in the last 12 months

    $49.6M

    All-Time Sales

    $190K - $1.4M

    Price Range

    6%

    Negotiated Off List

    Kyle Ristow profile picture
    BadgeTop Agent

    (2)

    Kyle Ristow

    Forward Realty Partners

    7 Years of experience

    31+ Sales in the last 12 months

    $16M

    All-Time Sales

    $240K - $700K

    Price Range

    54

    Total Number Of Homes Sold

    Amber & Justin Paske  profile picture
    BadgeTop Agent

    Reviews not yet available

    Amber & Justin Paske

    Berkshire Hathaway HomeServices Local Realty

    7 Years of experience

    17+ Sales in the last 12 months

    $11.2M

    All-Time Sales

    $200K - $520K

    Price Range

    1%

    Negotiated Off List

    Do Top Oconomowoc Agents Sell Faster?

    The 18 top-ranked agents on EffectiveAgents in Oconomowoc sell in a median of 29 days, compared with the Oconomowoc market median of 43 days on market.

    Top-ranked agents29 days
    Oconomowoc market43 days

    About 14 days faster (33% quicker than the Oconomowoc market)

    Median days to sale reported by the top-ranked Oconomowoc agents on EffectiveAgents, compared with the Oconomowoc market median days on market. Agent figures reflect each agent's reported sales history.

    When Is the Best Time to Sell a House in Oconomowoc?

    Based on the last 24 months of verified MLS market data, homes in Oconomowoc sell fastest and closest to asking when they go under contract in June. To hit that window, plan to list around May.

    Median days on market by month (shorter is faster)

    61Jan58Feb57Mar45Apr46May42Jun46Jul50Aug49Sep49Oct52Nov57Dec

    June

    Best month to sell

    42 days

    Typical time on market

    101.9%

    Of asking price

    Seasonal averages from the last 24 months of Oconomowoc, WI sales. Individual results vary with price, condition, and how the broader market moves. A local agent can pinpoint the right timing for your home.

    What These Numbers Mean for Oconomowoc Buyers and Sellers

    The Housing Market Trends module above shows Oconomowoc, WI carrying a median sale price of $539,630 against a median of 43 days on market. Reading the competitive indicators together tells a more complete story than any single number. With 45.8% of homes selling above list, an average sale-to-list ratio of 101.99%, and 52.4% of listings going off the market within two weeks, well-priced homes still generate immediate competition. At the same time, months of supply sits at 2.2 and only 9.1% of listings have recorded a price cut, which points to a market where inventory is limited but not frantic.

    For buyers, this combination means leverage is uneven. Fresh, correctly priced listings in zip code 53066 often draw multiple offers, so competing near or above asking is realistic on the strongest properties. Older listings and homes that missed the mark on pricing, however, are where a measured offer and inspection contingencies hold more weight. For sellers, the data argues for disciplined pricing from day one: the reward for accuracy is a quick, above-list sale, while overpricing risks joining the segment that eventually cuts price and lingers past the median timeline.

    With 118 pending sales and 130 new listings entering monthly, activity remains steady. Prices moved -3.6% year over year, so pricing to current comparables matters more than to last season's peak. Across 455 licensed agents working this market, execution varies widely, which is exactly where choosing a proven agent affects your outcome.

    What Oconomowoc Home Prices Mean for You

    Understanding the true cost of homeownership in Oconomowoc goes beyond the listing price. These calculators break down what today's market conditions mean for your budget, your timeline, and your negotiating position.

    Income Required to Buy in Oconomowoc
    $152,800
    Median home price$539,630
    Down payment (20%)$107,926
    Loan amount$431,704
    Monthly payment (PITI)$3,566

    Based on 28% debt-to-income ratio, 6.66% mortgage rate (as of August 27, 2026), 30-year fixed loan, 1.15% property tax rate, $275/mo insurance. Actual requirements vary by lender.

    Oconomowoc Market Temperature
    Buyer's Market Balanced Seller's Market
    Seller's Market
    Days on Market 43 days
    Sale-to-List Price 101.99%
    Price Trend (YoY) -3.6%
    Estimated Monthly Payment
    Total Monthly Payment
    $3,566
    Principal & Interest
    $2,774
    Property Taxes
    $517
    Insurance
    $275
    PMI
    $0

    Based on $539,630 median home price with 20% down at 6.66% (as of August 27, 2026) for 30 years. Property tax estimated at 1.15% of home value.

    Oconomowoc Market: Then vs Now
    Median Sale Price
    One Year Ago $559,956
    Today $539,630
    -3.6%
    Days on Market
    One Year Ago 41 days
    Today 43 days
    +2 days days
    Sale-to-List Price
    One Year Ago 101.8%
    Today 101.99%
    +0.22%
    What this shift means: Compared with a year ago, prices moved -3.6%, the sale-to-list ratio shifted +0.22%, and market time reflects a +2 days change. For buyers, a longer selling window creates more room to evaluate and negotiate on listings that sit, while sellers should note that above-list results still occur for homes priced to current comparables rather than to last year's numbers.

    Year-over-year data reflects the most recent rolling period from Oconomowoc MLS records. Prior year values calculated from current figures and published YoY changes.

    What to Look for in a Oconomowoc Realtor

    Choosing an agent in Oconomowoc rewards looking past name recognition and billboard presence toward measured production. EffectiveAgents analyzed 378 transactions to rank local performance, narrowing 455 licensed agents down to 37 verified performers. The top-ranked agent, Mike Herro at Oconomowoc Realty, has closed 186 transactions with $44.4M in all-time sales volume. That track record matters most in a market where 45.8% of homes sell above list and 52.4% go under contract within two weeks: an agent who understands how to position and price a home across zip code 53066 and the broader lakeside neighborhoods can be the difference between a quick above-list sale and a listing that stalls. Negotiation skill also protects buyers when only 9.1% of listings show price cuts, meaning restraint and timing carry real value. One note on reviews: prioritize the pattern and consistency of feedback over raw review counts, since transaction volume and repeat outcomes often tell you more about reliability than a single testimonial.

    How We Rank Oconomowoc Real Estate Agents

    Our rankings are built from verified MLS transaction data, not advertising spend. For every agent we analyze more than fifteen performance signals, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results (how far above or below list price an agent's clients actually close), price-point fit, and verified reviews. The agents shown first are those whose verified results put them at the top of the Oconomowoc market today.

    Agents cannot pay for placement in these rankings. The underlying data refreshes as new closed transactions are reported, so rankings shift with real market performance. Learn how we rank agents.

    Rankings reviewed by Kevin Stuteville, Licensed Florida Real Estate Broker (License BK3068131), Founder of EffectiveAgents.

    Data last updated: July 2026

    Oconomowoc Real Estate Agent FAQs

    Who is the best real estate agent in Oconomowoc, WI?

    The top-ranked agent in Oconomowoc, WI is Mike Herro at Oconomowoc Realty, with 186 transactions and $44.4M in all-time sales volume. EffectiveAgents does not rank on advertising or self-reported claims. We analyzed 378 local transactions and narrowed 455 licensed agents to 37 verified performers based on measured results like sale-to-list ratio, days on market, and closed volume. The best agent for you depends on your price point and timeline, so we recommend comparing two or three ranked candidates before deciding.

    How were these Oconomowoc real estate agents ranked?

    Rankings are built from verified MLS transaction data. We analyze more than fifteen performance signals for every agent, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results, price-point fit, and verified reviews. Agents cannot pay for placement.

    How many real estate agents are in Oconomowoc?

    Our data covers 455 real estate agents serving the Oconomowoc area. The count represents agents with transaction activity recorded in our Oconomowoc market data, not simply everyone holding a license.

    What does the median sale price in Oconomowoc mean for sellers?

    Oconomowoc's median sale price is $539,630 as of July 2026. Half of recent sales closed above that figure and half below. It is a useful baseline for understanding the market, but an experienced local agent will price your home against comparable recent sales in your neighborhood, not the citywide median.

    How long does it take to sell a house in Oconomowoc?

    Homes in Oconomowoc currently take a median of 43 days to sell, and market time reflects a +2 days change year over year. Well-priced listings move faster, with 52.4% of homes going off the market within two weeks. Your actual timeline depends on pricing accuracy, condition, location within zip code 53066, and seasonality. Homes priced to current comparables and shown in strong condition tend to close near the median or faster, while overpriced listings often join the 9.1% that record a price reduction and linger well beyond it.

    Does it cost anything to use EffectiveAgents?

    No. EffectiveAgents is free for home buyers and sellers, with no obligation to work with any agent we match you with.

    Do agents pay to be ranked or featured?

    No. Agents cannot pay for placement anywhere in these rankings. Positions are earned from verified transaction performance only.

    What commission do Oconomowoc realtors charge?

    Commissions are negotiable and vary by agent, service level, and transaction. There is no set rate, and recent industry changes have made commission structures more flexible than ever. Discuss the structure directly with your agent before signing a listing or buyer agreement.

    Should I use a local Oconomowoc agent or a national brand?

    The individual agent matters more than the brand on the sign. Offices within the same national franchise vary widely in performance, and the agent you hire, not the logo, prices your home, negotiates your contract, and manages your closing. A strong local agent brings firsthand knowledge of Oconomowoc neighborhoods, pricing patterns, and buyer activity. Compare agents on verified local results such as recent sales, days on market, and negotiation outcomes rather than name recognition.

    What questions should I ask a Oconomowoc realtor before hiring them?

    Ask how many homes they have closed in Oconomowoc in the past year, what their average sale-to-list ratio is, and how much of their business is in your neighborhood and price range. Ask how they will market your home or find you listings, and how often they will communicate. Strong agents answer with specifics. Verified transaction data is the fastest way to confirm what you hear.

    Top Realtors by Zip Code in Oconomowoc, WI

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